A fluorescent probe
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5(6)-Carboxyfluorescein

Item No. 17172

Technical Information
Formal Name
3',6'-dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-ar-carboxylic acid
CAS Number
72088-94-9
Synonyms
  • 5(6)-FAM
Molecular Formula
C21H12O7
Formula Weight
Purity
≥90% (mixture of isomers)
Emission
514 nm
Excitation
492 nm
A crystalline solid
DMF: 1 mg/mlDMSO: 0.5 mg/mlEthanol: 5 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
209, 225, 277 nm
SMILES
OC1=CC=C(C2(C(C=CC(C(O)=O)=C3)=C3C(O2)=O)C(C=CC(O)=C4)=C4O5)C5=C1.OC6=CC=C(C7(C(C=C(C(O)=O)C=C8)=C8C(O7)=O)C(C=CC(O)=C9)=C9O%10)C%10=C6
InChi Code
InChI=1S/2C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25)
InChi Key
BPVHBBXCESDRKW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    5(6)-Carboxyfluorescein is a mixture of 5-carboxy and 6-carboxy derivatives of fluorescein. It is commonly used to label biomolecules through a reaction involving the carboxyl group.1 Unlike its succinimidyl ester derivative CFSE (Item No. 14456), 5(6)-carboxyfluorescein is membrane impermeant. As a result, it can be used in studies of membrane permeability.2 5(6)-Carboxyfluorescein displays excellent fluorescence (excitation/emission at 492/514 nm, respectively), and its excitation maximum closely matches the 488 nm spectral line of argon-ion lasers.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fischer, R., Mader, O., Jung, G., et alExtending the applicability of carboxyfluorescein in solid-phase synthesis. Bioconjug. Chem. 14(3), 653-660 (2003).

    2. Ferdani, R., Li, R., Pajewski, R., et alTransport of chloride and carboxyfluorescein through phospholipid vesicle membranes by heptapeptide amphiphiles. Org. Biomol. Chem. 5(15), 2423-2432 (2007).